Using GPS data of 370 long-haul trips in India, survey data of 49 truck drivers, and ERP data, this study examines the role of driver personality characteristics in predicting risky and productive driving. The results show that more conscientious drivers display more risky driving behavior. More extravert drivers are less productive, whereas driver safety consciousness positively relates to productivity. These results can serve as a starting point for further studies into how long-haul transport companies may use individual truck driver characteristics in their training and selection procedures to meet operational safety and productivity objectives.